Does that "Daily Pluck" Python script run on the tablet? It takes RSS feeds and converts them for FBReader. And downloading podcasts would be good. The tablet would be ready every morning with your reading and listening, regardless of if you have net access during your day.

Alternatively a script to just copy files from a local PC (e.g. the PC downloads the podcasts, makes the FBReader PDB files, etc. then the tablet grabs the files).

Maybe an rsync backup or PIM synchronization.